Hydrazine → HCID 178425010, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of the product from step (vii) (35.68 g) and phosphorus pentachloride (36.86 g) was stirred under a water-aspirator vacuum and heated at 100° C. giving rise to a yellow oil. The oil was further stirred at 100° C. under vacuum for a further 30 min. The boiling phosphorus oxychloride liberated was collected by distillation to leave a dark brown oil which was cooled to room temperature and dissolved in dry 1,4-dioxane (50 ml). This solution was transferred rapidly via cannula to a stirring solution of hydrazine in tetrahydrofuran (1.0M, 882 ml) under nitrogen at room temperature. An exotherm was produced raising the reaction temperature to ˜40° C. The resultant opaque yellow solution was further stirred for 16 h. The solvent was removed under reduced pressure and the residue partitioned between ethyl acetate and water. The organic layer was collected, dried over magnesium sulphate and solvent removed under reduced pressure to give the subtitle product as a red oil (34.7 g). This was not purified but used directly in the next step

Provenance & Evidence